Cargando…

Gold-catalyzed cyclization of allenyl acetal derivatives

The gold-catalyzed transformation of allenyl acetals into 5-alkylidenecyclopent-2-en-1-ones is described. The outcome of our deuterium labeling experiments supports a 1,4-hydride shift of the resulting allyl cationic intermediates because a complete deuterium transfer is observed. We tested the reac...

Descripción completa

Detalles Bibliográficos
Autores principales:	Vasu, Dhananjayan, Pawar, Samir Kundlik, Liu, Rai-Shung
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Beilstein-Institut 2013
Materias:	Full Research Paper
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3778408/ https://www.ncbi.nlm.nih.gov/pubmed/24062838 http://dx.doi.org/10.3762/bjoc.9.202

Ejemplares similares

Gold-catalyzed heterocyclizations in alkynyl- and allenyl-β-lactams
por: Alcaide, Benito, et al.
Publicado: (2011)

Gold(I)-catalyzed domino cyclization for the synthesis of polyaromatic heterocycles
por: Morin, Mathieu, et al.
Publicado: (2013)

Post-Ugi gold-catalyzed diastereoselective domino cyclization for the synthesis of diversely substituted spiroindolines
por: Kumar, Amit, et al.
Publicado: (2013)

Rh(iii)-Catalyzed [5 + 1] annulation of 2-alkenylanilides and 2-alkenylphenols with allenyl acetates
por: Singh, Anurag, et al.
Publicado: (2022)

Pd(ii)-catalyzed β- and γ-C-(sp(3))–H dienylation with allenyl acetates
por: Shukla, Rahul K., et al.
Publicado: (2022)

Palladium-catalyzed asymmetric allenylic alkylation: construction of multiple chiral thiochromanone derivatives
por: Liu, Li-Xia, et al.
Publicado: (2023)

Synthesis of indolo[1,2-c]quinazolines from 2-alkynylaniline derivatives through Pd-catalyzed indole formation/cyclization with N,N-dimethylformamide dimethyl acetal
por: Arcadi, Antonio, et al.
Publicado: (2018)

On the Structure of Intermediates in Enyne Gold(I)‐Catalyzed Cyclizations: Formation of trans‐Fused Bicyclo[5.1.0]octanes as a Case Study
por: Escofet, Imma, et al.
Publicado: (2020)

Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold–triethynylphosphine complex: Construction of azepine frameworks by 7-exo-dig cyclization
por: Ito, Hideto, et al.
Publicado: (2011)

Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides
por: Zhang, Rongli, et al.
Publicado: (2022)

Highly Enantioselective, Intermolecular Hydroamination of Allenyl Esters Catalyzed by Bifunctional Phosphinothioureas
por: Fang, Yuan-Qing, et al.
Publicado: (2014)

Stretchable chiral pockets for palladium-catalyzed highly chemo- and enantioselective allenylation
por: Zhang, Yuchen, et al.
Publicado: (2021)

Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines
por: Kamouka, Somaia, et al.
Publicado: (2017)

Gold-Catalyzed Cyclizations of Alkynol-Based Compounds: Synthesis of Natural Products and Derivatives
por: Alcaide, Benito, et al.
Publicado: (2011)

Gold‐Catalyzed Intramolecular Cyclizations of Cyclopropenes with Propargylic Esters
por: Zhu, Peng‐Long, et al.
Publicado: (2015)

Protocol for the synthesis of homoallenic alcohols via allenyl radical-mediated allenylation of alkenes
por: Wei, Yunlong, et al.
Publicado: (2023)

Photoinduced Chloroamination Cyclization Cascade with N-Chlorosuccinimide: From N-(Allenyl)sulfonylamides to 2-(1-Chlorovinyl)pyrrolidines
por: Azzi, Emanuele, et al.
Publicado: (2022)

One-pot Diels–Alder cycloaddition/gold(I)-catalyzed 6-endo-dig cyclization for the synthesis of the complex bicyclo[3.3.1]alkenone framework
por: Sow, Boubacar, et al.
Publicado: (2011)

A comparative study of the Au-catalyzed cyclization of hydroxy-substituted allylic alcohols and ethers
por: Biannic, Berenger, et al.
Publicado: (2011)

Nickel-catalyzed switchable 1,3-dienylation and enantioselective allenylation of phosphine oxides
por: Zhang, Jiayin, et al.
Publicado: (2022)

Gold-catalyzed naphthalene functionalization
por: Pérez, Pedro J, et al.
Publicado: (2011)

Gold-catalyzed ethylene cyclopropanation
por: Rull, Silvia G, et al.
Publicado: (2019)

A ruthenium(ii)-catalyzed C–H allenylation-based approach to allenoic acids
por: Wu, Xiaoyan, et al.
Publicado: (2019)

Eosin Y-catalyzed visible-light-mediated aerobic oxidative cyclization of N,N-dimethylanilines with maleimides
por: Liang, Zhongwei, et al.
Publicado: (2015)

Gold‐Catalyzed Annulation of 1,8‐Dialkynylnaphthalenes: Synthesis and Photoelectric Properties of Indenophenalene‐Based Derivatives
por: Fard, Sara Tavakkoli, et al.
Publicado: (2021)

Rhodium-catalyzed intramolecular reductive aldol-type cyclization: Application for the synthesis of a chiral necic acid lactone
por: Isoda, Motoyuki, et al.
Publicado: (2022)

Gold-catalyzed formal [4π + 2π]-cycloadditions of propiolate derivatives with unactivated nitriles
por: Karad, Somnath Narayan, et al.
Publicado: (2015)

A one-pot multistep cyclization yielding thiadiazoloimidazole derivatives
por: Samanta, Debabrata, et al.
Publicado: (2014)

Gold-catalyzed intermolecular hydroamination of allenes with sulfonamides
por: Zhang, Chen, et al.
Publicado: (2013)

Gold-catalyzed reaction of oxabicyclic alkenes with electron-deficient terminal alkynes to produce acrylate derivatives
por: Sun, Yin-wei, et al.
Publicado: (2013)

Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-induced cyclizations
por: Saadi, Jakub, et al.
Publicado: (2010)

α,β‐Unsaturated Gold(I) Carbenes by Tandem Cyclization and 1,5‐Alkoxy Migration of 1,6‐Enynes: Mechanisms and Applications
por: Calleja, Pilar, et al.
Publicado: (2016)

Palladium-catalyzed substitution of (coumarinyl)methyl acetates with C-, N-, and S-nucleophiles
por: Chattopadhyay, Kalicharan, et al.
Publicado: (2012)

A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
por: Zou, Yike, et al.
Publicado: (2017)

Iron-Catalyzed Cross-Coupling of α-Allenyl Esters with Grignard Reagents for the Synthesis of 1,3-Dienes
por: Kong, Wei-Jun, et al.
Publicado: (2023)

Chemodivergence in Pd-catalyzed desymmetrization of allenes: enantioselective [4+3] cycloaddition, desymmetric allenylic substitution and enynylation
por: Luo, Pengfei, et al.
Publicado: (2023)

Gold-catalyzed oxidation of arylallenes: Synthesis of quinoxalines and benzimidazoles
por: Cui, Dong-Mei, et al.
Publicado: (2011)

“Golden” Cascade Cyclization to Benzo[c]‐Phenanthridines
por: Hendrich, Christoph M., et al.
Publicado: (2021)

Gold(I)‐Catalyzed Intermolecular Formal [4+2] Cycloaddition of O‐Aryl Ynol Ethers and Enol Ethers: Synthesis of Chromene Derivatives
por: Suárez‐Rodríguez, Tatiana, et al.
Publicado: (2021)

Oxidative and reductive cyclization in stiff dithienylethenes
por: Kleinwächter, Michael, et al.
Publicado: (2018)

Cannot write session to /tmp/vufind_sessions/sess_7ufk7u15mdsfg6ppb9ifap7vsg